Westside Real Estate

Welcome to Westside, a charming subdivision nestled in the heart of Kissimmee, Florida. Located in Osceola County, Westside offers residents a peaceful and family-friendly neighborhood to call home.

With its prime location, Westside provides easy access to all the amenities and attractions that Kissimmee has to offer. From shopping centers and restaurants to parks and recreational facilities, everything you need is just a stone's throw away. The community is also conveniently situated near major highways, making it a breeze to commute to nearby cities and attractions.

Westside boasts a variety of housing options to suit different lifestyles and budgets. Whether you're looking for a spacious single-family home or a cozy townhouse, you'll find it here. The neighborhood features well-maintained streets, lush landscaping, and a sense of community that is second to none.

Families with children will appreciate the excellent schools in the area, ensuring that their little ones receive a quality education. Additionally, Westside offers plenty of green spaces and playgrounds, providing ample opportunities for outdoor activities and family fun.

For those who enjoy an active lifestyle, Westside has a range of amenities to keep you entertained. Take a dip in the community pool, play a game of tennis or basketball at the courts, or simply go for a leisurely stroll along the neighborhood trails.

If you're in search of a welcoming community with a convenient location, look no further than Westside. Come and discover the charm and beauty of this delightful subdivision in Kissimmee, Florida.

Newest Listings in Westside

$525,000

3 Beds ⋅ 2 Baths ⋅ Westside SubDv. ⋅ 32764 Zip Code

Virtually Staged. Price reduction! This exceptional, custom-built home stands in a class of its own. The property features brand-new textured ceilings and walls, complemented by fresh paint throughout. The upgraded kitchen is a chef's delight, boasting all-wood, soft-close cabinetry, two lazy Susans, a deep sink, premium stone countertops, an expansive pantry, and modern recessed lighting. A convenient snack bar adjacent to the dining room leads through sliding glass doors to a covered patio, perfect for grilling and outdoor relaxation. The upstairs primary suite includes private balcony access, offering scenic views of the expansive backyard and mature oak trees. The home’s interior is highlighted by a stunning stone fireplace, making this two-story residence a true standout. Situated on approximately 2.5 acres, this property offers significant potential with its partially cleared landscape. Additional features include city water, a septic system, a metal roof installed in December 2025, an RV pad with hookups, and a newly installed driveway. This property is zoned for horses and livestock, with ample space for trucks and equipment. Huge Oversized Garage with ample room for toys and tools! A survey is available in the office; this unique property is a must-see.

2598 Enterprise Osteen Road, Osteen

$529,000

5 Beds ⋅ 5 Baths ⋅ Westside SubDv. ⋅ 34747 Zip Code

Located in the highly sought-after community of Tuscany at Westside, this beautifully maintained 5-bedroom, 5-bathroom pool home offers the perfect blend of privacy, convenience, and income potential. Nestled on a cul-de-sac with no rear neighbors and serene conservation views, this fully furnished home features an open floor plan, spacious kitchen with breakfast bar, and a screened-in private pool—ideal for entertaining or relaxing. Zoned for short-term rentals and situated just minutes from Walt Disney World, Margaritaville Resort, and Sunset Walk, the location is ideal for vacationers or year-round residents. Whether you're seeking a primary residence, second home, or an income-producing investment, this move-in-ready home checks every box!

2784 Roccella Court, Kissimmee

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